EP3016739A1 - Catalyseurs type zéolite pour la conversion d'halogénures d'alkyle en oléfines - Google Patents

Catalyseurs type zéolite pour la conversion d'halogénures d'alkyle en oléfines

Info

Publication number
EP3016739A1
EP3016739A1 EP15818645.2A EP15818645A EP3016739A1 EP 3016739 A1 EP3016739 A1 EP 3016739A1 EP 15818645 A EP15818645 A EP 15818645A EP 3016739 A1 EP3016739 A1 EP 3016739A1
Authority
EP
European Patent Office
Prior art keywords
selectivity
hzsm
alkyl halide
less
catalyst
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP15818645.2A
Other languages
German (de)
English (en)
Other versions
EP3016739A4 (fr
Inventor
Ashim Kumar Ghosh
Mike Mier
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SABIC Global Technologies BV
Original Assignee
SABIC Global Technologies BV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by SABIC Global Technologies BV filed Critical SABIC Global Technologies BV
Publication of EP3016739A1 publication Critical patent/EP3016739A1/fr
Publication of EP3016739A4 publication Critical patent/EP3016739A4/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/90—Regeneration or reactivation
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/36—Pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
    • C01B39/38—Type ZSM-5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
    • C07C1/30—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms by splitting-off the elements of hydrogen halide from a single molecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

Definitions

  • FIG. 1 is a chart that provides non-limiting uses of propylene.
  • the main process used to prepare light olefins is via steam cracking of naphtha. This process, however, requires large amounts of naphtha, which in-turn, is obtained from the distillation of crude oil. While this process is viable, its reliance on crude oil can be a rate-limiting step and can increase the manufacturing costs associated with ethylene and propylene production.
  • numerator is the carbon adjusted mole of ethylene and the denominator is the sum of all the carbon adjusted mole of all hydrocarbons in the product stream.
  • a system 10 which can be used to convert alkyl halides to olefin hydrocarbon products with the ZSM-5 zeolite catalysts of the present invention.
  • the system 10 can include an alkyl halide source 11, a reactor 12, and a collection device 13.
  • the alkyl halide source 11 can be configured to be in fluid communication with the reactor 12 via an inlet 17 on the reactor.
  • the alkyl halide source can be configured such that it regulates the amount of alkyl halide feed entering the reactor 12.
  • the reactor 12 can include a reaction zone 18 having the ZSM-5 zeolite catalyst 14 of the present invention.
  • reactors that can be used include fixed-bed reactors, fluidized bed reactors, bubbling bed reactors, slurry reactors, rotating kiln reactors, or any combinations thereof when two or more reactors are used.
  • reactor 12 that can be used is a fixed-bed reactor (e.g., a fixed-bed tubular quartz reactor which can be operated at atmospheric pressure).
  • the reactor 12 can include an outlet 15 for products produced in the reaction zone 18.
  • the products produced can include ethylene, propylene and butylene.
  • the collection device 13 can be in fluid communication with the reactor 12 via the outlet 15.
  • Peak maxima of NH 3 -TPD peaks are given in parentheses.
  • the weight hourly space velocity (WHSV) of CH 3 C1 was about 0.9 h - " 1.
  • the reactor inlet pressure was 2.2 to 2.8 psig. After an initial period of reaction at 300 °C for about 2 to 3 h the catalyst bed temperature was raised to about 350 °C.
  • Catalyst loading, feed rate, space velocity, catalyst bed temperature, and reactor (inlet) pressure for examples 1-8 are summarized in Table 3.
  • the methyl chloride feed and product stream were analyzed to determine conversion and product selectivity as described earlier.
  • feed contains 20 mole% CH 3 CI

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Geology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention concerne un procédé pour convertir un halogénure d'alkyle en une oléfine. Le procédé peut consister à mettre en contact un catalyseur type zéolite comprenant de la HZSM-5, présentant un rapport silice/alumine (SAR) d'au moins 30 avec une alimentation qui comprend un halogénure d'alkyle sous des conditions de réaction suffisantes pour produire un produit d'hydrocarbure oléfinique comprenant des oléfines en C2 à C4, où la sélectivité des oléfines en C2 à C4 est d'au moins 85% à 20 % de la conversion de l'halogénure d'alkyle.
EP15818645.2A 2014-07-11 2015-06-29 Catalyseurs type zéolite pour la conversion d'halogénures d'alkyle en oléfines Withdrawn EP3016739A4 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201462023516P 2014-07-11 2014-07-11
PCT/US2015/038332 WO2016007322A1 (fr) 2014-07-11 2015-06-29 Catalyseurs type zéolite pour la conversion d'halogénures d'alkyle en oléfines

Publications (2)

Publication Number Publication Date
EP3016739A1 true EP3016739A1 (fr) 2016-05-11
EP3016739A4 EP3016739A4 (fr) 2017-05-31

Family

ID=55064697

Family Applications (1)

Application Number Title Priority Date Filing Date
EP15818645.2A Withdrawn EP3016739A4 (fr) 2014-07-11 2015-06-29 Catalyseurs type zéolite pour la conversion d'halogénures d'alkyle en oléfines

Country Status (4)

Country Link
US (1) US20160200642A1 (fr)
EP (1) EP3016739A4 (fr)
CN (1) CN105451879A (fr)
WO (1) WO2016007322A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108586239B (zh) * 2018-04-11 2020-12-29 深圳市前海博扬研究院有限公司 一种3-羟基丙酸甲酯的制备方法
CN108358758B (zh) * 2018-04-11 2021-12-17 深圳市前海博扬研究院有限公司 一种叔丁醇的制备工艺
CN108586193A (zh) * 2018-05-30 2018-09-28 深圳市前海博扬研究院有限公司 一种利用3-甲氧基丙酸甲酯制备1，3-丙二醇的方法
CN110038626A (zh) * 2019-05-28 2019-07-23 河南师范大学 一种用于高效催化氯代甲烷反应制备丙烯的多级孔分子筛hp-zsm-5的制备方法
WO2021099551A1 (fr) 2019-11-22 2021-05-27 Total Se Procédé de conversion d'un ou de plusieurs halogénures de méthyle en alpha-oléfines en c3-c5
WO2021099534A1 (fr) 2019-11-22 2021-05-27 Total Se Conversion d'halogénures d'alkyle en alpha-oléfines en c3-c5
US11572322B2 (en) 2019-11-22 2023-02-07 Totalenergies Onetech Alkyl halides conversion into acyclic C3-C6 olefins
EP4061788B1 (fr) 2019-11-22 2023-12-27 TotalEnergies OneTech Procédé de conversion d'un ou de plusieurs halogénures de méthyle en éthylène et propylène
US11643371B2 (en) 2019-11-22 2023-05-09 Totalenergies Onetech Alkyl halides conversion into ethylene and propylene

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4849573A (en) * 1978-09-05 1989-07-18 Mobil Oil Corporation Process for manufacturing light olefins
CA1176228A (fr) * 1981-05-18 1984-10-16 Minoru Koikeda Catalyseur pour la preparation d'hydrocarbures a partir de gaz de synthese
US4433189A (en) * 1982-03-18 1984-02-21 Mobil Oil Corporation Catalytic conversion of methanol to light olefins
GB8410479D0 (en) * 1984-04-24 1984-05-31 British Petroleum Co Plc Conversion process
US6482999B2 (en) * 1999-02-17 2002-11-19 Exxonmobil Chemical Patents, Inc. Method for improving light olefin selectivity in an oxygenate conversion reaction
CN100448537C (zh) * 2005-11-17 2009-01-07 中国科学院大连化学物理研究所 氯甲烷转化制低碳烯烃的催化剂及应用
CN102527427A (zh) * 2012-01-06 2012-07-04 厦门大学 卤代甲烷制丙烯的改性分子筛催化剂及其制备方法

Also Published As

Publication number Publication date
US20160200642A1 (en) 2016-07-14
EP3016739A4 (fr) 2017-05-31
CN105451879A (zh) 2016-03-30
WO2016007322A1 (fr) 2016-01-14

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